Hydrochloric Acid → Ethyl 2-(2-aminoanilino)-6-methylbenzo[b]thiophene-3-carboxylate

HRID 649924

Reaktionsgleichung

Reaktionsgleichung von HRID 649924
NC1SC2C=C(C)C=CC=2C=1C(OCC)=O.FC1C=CC=CC=1[N+]([O-])=O.[CH3:27][C:28]1[CH:29]=[CH:30][C:31]2[C:35]([C:36]([O:38][CH2:39][CH3:40])=[O:37])=[C:34]([NH:41][C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][C:43]=3[N+:48]([O-])=O)[S:33][C:32]=2[CH:51]=1.Cl.[Sn+2]>C(O)C.CS(C)=O>[NH2:48][C:43]1[CH:44]=[CH:45][CH:46]=[CH:47][C:42]=1[NH:41][C:34]1[S:33][C:32]2[CH:51]=[C:28]([CH3:27])[CH:29]=[CH:30][C:31]=2[C:35]=1[C:36]([O:38][CH2:39][CH3:40])=[O:37]

Komponenten

8

Edukt 5

HCID 313Hydrochloric AcidHCID 738951-Fluoro-2-nitrobenzeneHCID 104883Stannous cationHCID 18422153Ethyl 2-amino-6-methylbenzo[b]thiophene-3-carboxylateHCID 18422322Ethyl 6-methyl-2-(2-nitroanilino)benzo[b]thiophene-3-carboxylate

Produkt 1

HCID 18422261Ethyl 2-(2-aminoanilino)-6-methylbenzo[b]thiophene-3-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679Dimethyl SulfoxideLösungsmittelHCID 702EthanolLösungsmittel

Versuchsvorschrift

In the same manner as in Starting Material Synthesis Example 4 and using ethyl 2-amino-6-methylbenzo[b]thiophene-3-carboxylate (4.18 g), 2-fluoronitrobenzene (2.5 g) and dimethyl sulfoxide (50 ml), crude crystals (7.5 g) of ethyl 6-methyl-2-(2-nitroanilino)benzo[b]thiophene-3-carboxylate were obtained. Without purification, in the same manner as in Starting Material Synthesis Example 21 and using ethanol (50 ml), 18% hydrochloric acid (70 ml) and tin(II) chlorihe.dihydrate (16 g), ethyl 2-(2-aminoanilino)-6-methylbenzo[b]thiophene-3-carboxylate (3.7 g) was obtained.

Aufarbeitung

  1. customMaterial Synthesis Example 4
  2. customwere obtained
  3. customWithout purification
  4. customMaterial Synthesis Example 21

Quellen und Nachweise

ORD-Eintrag
ord-25e82fd7efdf443e972511b6509aa9e0
Quelldatensatz
uspto-grants-2001_08
Patentnummer
US06271225B1

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